Holiday Homes in Charlottesville

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Featured Holiday Homes in Charlottesville

Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
10.0 out of 10, Exceptional, (33)
"Super cute stay. They did offer private parking but I drive a big truck and wasn’t able to use it. Super hospitable. Had a cute welcome sign with my name on it. The internet went and they communicated asap and tried to assist with anything needed. Super nice and close to a lot of things to do. "
The price is AU$400
includes taxes & fees
27 Oct - 28 Oct
Best of Downtown and Belmont in cozy unique 2BD! Walk everywhere!
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (229)
"Great hosts and were very friendly"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Rugby Road Residential -RRR- near UVa and downtown
9.8 out of 10, Exceptional, (16)
"Perfect home base for visiting UVA ( < 1 mile from stadiums, university, shopping) . Apartment was very comfortable, well stocked, organized and immaculate. Neighborhood and surrounding gardens were beautiful. Owners are very responsive. We will be back!"
The price is AU$345
includes taxes & fees
2 Oct - 3 Oct
Rugby Road Residential -RRR- near UVa and downtown
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
9.6 out of 10, Exceptional, (5)
"Lovely renovated historic house - great location, spacious and with all the comforts and extra touches. We enjoyed it very much and would stay here again!"
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
9.8 out of 10, Exceptional, (41)
"We had the best weekend. My only concern is the road condition getting there. We got a flat tire from a rock on the hill and ended up stranded at the house. Thank goodness it was stocked with everything g we needed for a great day. "
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
Charming Updated 3 Bedroom Home Near Downtown
9.8 out of 10, Exceptional, (37)
"Beautiful home Quiet neighborhood So close to downtown and UVA!! We will be back Larissa is a wonderful host "
The price is AU$638
includes taxes & fees
7 Oct - 8 Oct
Charming Updated 3 Bedroom Home Near Downtown
Belmont Carriage House
9.0 out of 10, Wonderful, (14)
"Kate was a superb and patient host. I booked for 2 people, me and my wife. She was having surgery at the UVA Medical Center. First one of our daughters wanted to be with us for the week and she brought her pup. Then second daughter surprised us and arrived with her husband to be there for the surgery. Kate was understanding of these adjustments and all worked out. well."
The price is AU$944
includes taxes & fees
29 Sept - 30 Sept
Belmont Carriage House
Rugby Hills-Walk to University Rotunda/Downtown
9.8 out of 10, Exceptional, (91)
"Great location. Comfortable house for a family get away."
Rugby Hills-Walk to University Rotunda/Downtown
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
8.8 out of 10, Excellent, (13)
"The house was great for a family of five. With 3 bedrooms, everyone had space to spread out. The dining room table was great for playing games. However, the cleaning crew needs some retraining throughout every room in the house. The kitchen could use a few more amenities like a toaster and coffee pods for the Keurig, however, if you don't plan on cooking any meals at the house or you bring your own coffee/tea, you will have no problem. A plus is the very user-friendly lock."
Walkable to UVA, and Fontaine Research park, Newly Renovated Home.
Historic Beauty and Walkable to Everywhere
10.0 out of 10, Exceptional, (37)
"We stayed at this property steps away from downtown Charlottesville. Charming, quiet and comfortable.. "
The price is AU$524
includes taxes & fees
30 Sept - 1 Oct
Historic Beauty and Walkable to Everywhere
The Franklin Estate - Suite B-Private Apt-King Bed
9.8 out of 10, Exceptional, (11)
"The B unit is enormous with huge rooms and plenty of space. The bedrooms don't have closets and the bathrooms are very small compared to the overall space. Neither bedroom has an ensuite bathroom. The grounds are pleasant with several outdoor seating areas and huge decks. Other guests were easily overheard. Easy access for people with mobility challenges. Plenty of parking."
The Franklin Estate - Suite B-Private Apt-King Bed
Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
9.8 out of 10, Exceptional, (16)
"We arrived at the nicely appointed home. The home had everything needed for a friend get together. The property was on a quiet road but located close to amenities for grocery and food options. We all enjoyed our stay. The owner was very responsive . "
Whole home on 5 acres. Minutes from vineyards, SNP, and CHO airport. 30 min UVA
Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!
2.0 star property
10.0 out of 10, Exceptional, (1)
Locust Lane| 3 Bedroom, 2.5 Bath | Near DTWN MALL!
Private Woodside Cottage Lower Level - Minutes from downtown
7.0 out of 10, Good, (6)
"The apartment was spacious, super clean, and the host was nice and responsive. However, the kitchen is not super well equipped (for example there is only one mug, only one knife, no cutting boards, only one small pot and one small pan, etc.) and there are a list of rules that are not advertised when booking such as no alcohol, quiet hours, no eating in bed, taking shoes off at entrance etc. The check in process was ok except we did not get check in info until after 3 which caused some confusion....
The price is AU$210
includes taxes & fees
29 Sept - 30 Sept
Private Woodside Cottage Lower Level - Minutes from downtown
North Downtown Maple - NEW! 3 Bed/2 Bath North Downtown Charlottesville
9.6 out of 10, Exceptional, (18)
"We had a great stay here while in Charlottesville! It is super convenient to downtown and we walked for coffee in the morning and dinners in the evening. The house is great with tons of character and the beds and bedrooms were very comfortable. The internet and other facilities were great. Would highly recommend."
North Downtown Maple - NEW! 3 Bed/2 Bath North Downtown Charlottesville
New Luxury Modern Farmhouse, Downtown C'Ville
9.8 out of 10, Exceptional, (15)
"The house is beautiful and has lots of bedrooms and a nice deck with seating. Host was proactive and timely with information regarding check-in and checkout and left a nice gift for us. House is beautiful -only thing to note is that there’s not a huge living space. We were a group of friends up for the weekend and would have liked a few comfy couches/oversized chairs for hanging in. "
New Luxury Modern Farmhouse, Downtown C'Ville
Family-friendly single home/Walking distance to shopping center and restaurants
9.6 out of 10, Exceptional, (18)
"This property is huge! Kitchen has the basics - some things could stand an upgrade. Overall we were comfortable!"
Family-friendly single home/Walking distance to shopping center and restaurants
Yellow House| 2 BR Cottage Dtwn Cville/Belmont
10.0 out of 10, Exceptional, (41)
"Perfect location in the heart of residential C-Ville. Charming historic cottage with modern updates - the perfect size for a small family (we stayed with our 6yo and he loved it - especially the super cool loft and backyard) or small group of friends. The owners (who live nextdoor and are super nice and accommodating) have thought of everything…and there were tons of nice little touches like eclectic record and book collections, kids games, and a great sound system. "
Yellow House| 2 BR Cottage Dtwn Cville/Belmont
Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind
10.0 out of 10, Exceptional, (1)
Welcome to The Pop Inn! This renovated Victorian has been designed for fun with guests in mind
Magnolia Hill | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (7)
"The house was beautiful and was located in a private, park like setting. It was the perfect home base for a tasteful bachelorette weekend/friends get together to explore local wineries and restaurants."
Magnolia Hill | 4 Bed, 3.5 Bath
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Other property types in Charlottesville

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (229)
"Great hosts and were very friendly"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (23)
"A lovely property to stay in"
The price is AU$534
includes taxes & fees
30 Sept - 1 Oct
Ivy Rose Cottage nestled b/t Cville & Vineyards
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
9.8 out of 10, Exceptional, (41)
"We had the best weekend. My only concern is the road condition getting there. We got a flat tire from a rock on the hill and ended up stranded at the house. Thank goodness it was stocked with everything g we needed for a great day. "
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.